DOFETILIDE

Search structure
Trade Names:
Synonyms:
Status: Approved (1999)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: C01BD04
UNII: R4Z9X1N2ND

Structure
InChI Key IXTMWRCNAAVVAI-UHFFFAOYSA-N
Smile CN(CCOc1ccc(NS(C)(=O)=O)cc1)CCc1ccc(NS(C)(=O)=O)cc1
InChI
InChI=1S/C19H27N3O5S2/c1-22(13-12-16-4-6-17(7-5-16)20-28(2,23)24)14-15-27-19-10-8-18(9-11-19)21-29(3,25)26/h4-11,20-21H,12-15H2,1-3H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H27N3O5S2
Molecular Weight 441.58
AlogP 1.98
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 11.0
Polar Surface Area 104.81
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 29.0

Pharmacology

Action Mechanism of Action Reference
BLOCKER HERG blocker DailyMed Wikipedia
Primary Target
Kv11.1
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 4-44000 - 6-8 80
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 26700-60000 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 1

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Heart Failure 3 D006333 ClinicalTrials
Long QT Syndrome 1 D008133 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Cardiac disorders Ventricular arrhythmia 15.8
Cardiac disorders Ventricular arrhythmia 14.5
Cardiac disorders Ventricular arrhythmia
Cardiac disorders Ventricular tachycardia 13.2
Cardiac disorders Ventricular tachycardia 12.4
Cardiac disorders Ventricular tachycardia
Nervous system disorders Headache 11.0
Cardiac disorders Torsade de pointes 10.5
Cardiac disorders Chest pain 10.0
Nervous system disorders Headache
Cardiac disorders Dizziness 8.0
Cardiac disorders Chest pain
Infections and infestations Respiratory tract infection 7.0
Cardiac disorders Dizziness
Cardiac disorders Dyspnoea 6.0
Cardiac disorders Dyspnoea
Gastrointestinal disorders Nausea 5.0
Infections and infestations Respiratory tract infection
Cardiac disorders Ventricular fibrillation 4.8
Infections and infestations Influenza 4.0
Nervous system disorders Insomnia 4.0
Gastrointestinal disorders Nausea
Cardiac disorders Ventricular arrhythmia 3.7
Cardiac disorders Ventricular tachycardia 3.7
Cardiac disorders Ventricular arrhythmia 3.4
Cardiac disorders Ventricular tachycardia 3.3
Cardiac disorders Ventricular fibrillation
Gastrointestinal disorders Abdominal pain 3.0
Musculoskeletal and connective tissue disorders Back pain 3.0
Skin and subcutaneous tissue disorders Dermatitis 3.0
Gastrointestinal disorders Diarrhoea 3.0
Gastrointestinal disorders Gastrointestinal pain 3.0
Injury, poisoning and procedural complications Injury 3.0
Nervous system disorders Insomnia
Skin and subcutaneous tissue disorders Rash 3.0
Cardiac disorders Atrioventricular block
Cardiac disorders Ventricular arrhythmia
Cardiac disorders Ventricular arrhythmia 2.6
Cardiac disorders Ventricular fibrillation 2.6
Cardiac disorders Ventricular tachycardia 2.6
Cardiac disorders Ventricular tachycardia
Gastrointestinal disorders Abdominal pain
Musculoskeletal and connective tissue disorders Back pain
Skin and subcutaneous tissue disorders Dermatitis
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Gastrointestinal pain
Infections and infestations Influenza
Skin and subcutaneous tissue disorders Rash
Cardiac disorders Torsade de pointes 1.6
Cardiac disorders Atrioventricular block 1.5
Cardiac disorders Atrioventricular block 1.2
Injury, poisoning and procedural complications Injury
Cardiac disorders Atrioventricular block 0.9
Cardiac disorders Torsade de pointes 0.9
Cardiac disorders Atrioventricular block
Cardiac disorders Atrioventricular block 0.8
Cardiac disorders Atrioventricular block 0.5
Cardiac disorders Bundle branch block 0.5
Cardiac disorders Atrioventricular block 0.4
Cardiac disorders Bundle branch block
Cardiac disorders Ventricular fibrillation 0.4
Cardiac disorders Atrioventricular block
Cardiac disorders Torsade de pointes 0.3
Cardiac disorders Ventricular fibrillation 0.3
Cardiac disorders Atrioventricular block
Cardiac disorders Atrioventricular block 0.1
Cardiac disorders Bundle branch block
Cardiac disorders Bundle branch block 0.1
Cardiac disorders Ventricular fibrillation

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
15.77
Cardiac disorders
14.22
Nervous system disorders
10.78
Respiratory, thoracic and mediastinal disorders
8.48
Investigations
7.4
Vascular disorders
6.07
Injury, poisoning and procedural complications
5.05
Gastrointestinal disorders
5.04
Musculoskeletal and connective tissue disorders
4.73
Infections and infestations
4.45
Psychiatric disorders
4.38
Skin and subcutaneous tissue disorders
3.24
Renal and urinary disorders
2.03

Cross References

Resources Reference
CAS NUMBER 115256-11-6
ChEBI 4681
ChEMBL CHEMBL473
DrugBank DB00204
DrugCentral 942
EPA CompTox DTXSID5046433
FDA SRS R4Z9X1N2ND
Human Metabolome Database HMDB0014349
Guide to Pharmacology 2604
KEGG C07751
PharmGKB PA449389
PubChem 71329
SureChEMBL SCHEMBL16135
ZINC ZINC000000596731
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